Hydrochloric Acid → 3-[2-[2-Phenylethoxy]ethoxy]propanal

Participants

Reaction Steps

Diisobutylaluminum hydride (3.3 ml, 1.5M in toluene) was added dropwise to a cooled (0°) stirred solution of 3-[2-[2-phenylethoxy]ethoxy]propanenitrile (1.0 g) from step a) in tetrahydrofuran. After 30 min the mixture was warmed to room temperature and stirred for a further 2 hours. Water and 10% aqueous hydrochloric acid were added cautiously and the reaction stirred for a further 5 min. The reaction was extracted several times with ether and the combined ethereal extracts were washed with saturated aqueous sodium bicarbonate solution and brine, dried (MgSO4) and evaporated under reduced pressure to yield the subtitled compound as a yellow oil. The material was used in the next step without purification.

Provenance & Evidence